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Last updated: November 11, 2024

Discover the must-see holiday attractions in Danbury! Explore all the top events with our guide. From Danbury locals to holiday pilgrims, this guide illuminates the city's festive tapestry.

One delightful event to consider is the Danbury Festival of Trees, where beautifully decorated trees showcase the spirit of the season. Another highlight is the Stamford Christmas in Connecticut Holiday Gift Expo, featuring a variety of unique gift options perfect for holiday shopping. And the Frostys Christmas Craft Festival is something you definitely don't want to miss, offering a chance to indulge in local handcrafted items. See more details on these and other fun events and activities below!

Contact information and details below.

Danbury Holiday Markets and Shopping

What to Expect:

Large event space with an in-house restaurant and bar.

Description:

The Stamford Christmas in Connecticut Holiday Gift Expo is a two-day event held at Chelsea Piers, featuring over 75,000 square feet of space with an in-house restaurant and bar. The expo offers standard 10ft x 10ft and 20ft x 10ft spaces for vendors, as well as corner spaces. It is a premier holiday gift shopping destination in Fairfield County.

Where: Stamford | More Info: Stamford Christmas in Connecticut Holiday Gift Expo

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What to Expect:

Large-scale holiday craft fair with over 145 vendors.

Description:

Frosty's Christmas Craft Festival is a large holiday craft fair featuring approximately 145 crafters selling handmade goods and seasonal items. The event takes place at the Aqua Turf in Southington, Connecticut, offering a variety of unique gifts and holiday shopping opportunities.

Where: Southington | More Info: Frostys Christmas Craft Festival

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What to Expect:

Unique holiday market with vendors and festive activities.

Description:

The Terryville Christmas Bazaar at Terryville Congregational Church features vendors selling a variety of items, including food, baked goods, and Christmas items. The event also includes a cookie walk and a Christmas past room.

Where: Terryville | More Info: Terryville Christmas Bazaar

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Danbury Holiday Shows and Entertainment

What to Expect:

Celebrating local traditions with decorated trees and live performances.

Description:

The 22nd Annual Festival of Trees at The Summit in Danbury features beautifully decorated trees, live performances, holiday shopping, raffles, and children’s crafts. It celebrates local traditions and raises funds for Ann’s Place, supporting families facing cancer.

Where: Danbury | More Info: Danbury Festival of Trees

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Danbury Other Holiday Activities

What to Expect:

Meet Santa and enjoy activities for kids.

Description:

The North Haven Holiday Fair is a family-friendly event featuring activities for kids, meeting Santa, and visiting vendors. It offers a variety of fun activities for the whole family to enjoy together.

Where: North Haven | More Info: North Haven Holiday Fair

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What to Expect:

Visit Santa and his elves while enjoying festive treats.

Description:

The Santa Express is an afternoon train ride where passengers can visit Santa Claus and his elves, enjoy hot chocolate, and receive a special gift from Santa's toy bag.

Where: Thomaston | More Info: Santa Express

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What to Expect:

Personalized gift-giving experience with Santa and Mrs. Claus.

Description:

At the Danbury Railway Museum, take a short train ride in a restored 1950s Rail Diesel Car through the historic Danbury Railyard. Enjoy the museum's interior, including a Letters to Santa coloring station and operating model railroads. Meet Santa and Mrs. Claus for a personalized gift-giving experience, and enjoy a walk through the railyard with hot chocolate and treats.

Where: Danbury | More Info: All Aboard the Snow Clipper

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